1039-51-6Relevant articles and documents
An efficient synthesis of substituted quinolines via indium(III) chloride catalyzed reaction of imines with alkynes
Zhu, Mei,Fu, Weijun,Xun, Chen,Zou, Guanglong
, p. 43 - 47 (2012)
An efficient synthetic method for the preparation of quinolines through indium(III) chloride-catalyzed tandem addition-cyclization-oxidation reactions of imines with alkynes was developed. The processes can provide a diverse range of quinoline derivatives
Synthesis of substituted 1,2-dihydroquinolines and quinolines from aromatic amines and alkynes by gold(I)-catalyzed tandem hydroamination-hydroarylation under microwave-assisted conditions
Liu, Xin-Yuan,Ding, Pan,Huang, Jie-Sheng,Che, Chi-Ming
, p. 2645 - 2648 (2007)
Equation Presented A method to efficiently prepare substituted 1,2-dihydroquinolines and quinolines by Au(I)-catalyzed tandem hydroamination-hydroarylation under microwave irradiation was developed. This method requires short reaction time (10-70 min) and
N-Heterocyclic carbene copper catalyzed quinoline synthesis from 2-aminobenzyl alcohols and ketones using DMSO as an oxidant at room temperature
Xu, Jingxiu,Chen, Qingmao,Luo, Zhigao,Tang, Xiaodong,Zhao, Jinwu
, p. 28764 - 28767 (2019)
A facile and practical process for the synthesis of quinolines through an N-heterocyclic carbene copper catalyzed indirect Friedl?nder reaction from 2-aminobenzyl alcohol and aryl ketones using DMSO as an oxidant at room temperature is reported. A series of quinolines were synthesized in acceptable yields.
Copper(I)- And gold(I)-catalyzed synthesis of 2,4-disubstituted quinoline derivatives from N-Aryl-2-propynylamines
Kuninobu, Yoichiro,Inoue, Yuichi,Takai, Kazuhiko
, p. 1422 - 1423 (2007)
2,4-Disubstituted quinoline derivatives were obtained from N-aryl-2-propynylamines catalyzed by copper(I) and gold(I) complexes. The quinoline derivatives could also be obtained by the reaction of N-arylaldimines with terminal acetylenes via the formation of N-aryl-2-propynylamines. Copyright
Synthesis of quinolines via acceptorless dehydrogenative tandem cyclization of 2-amionbenzyl alcohol with alcohols using magnetic CuNiFeO nanocatalyst
Chaurasia, Shivkumar R.,Tiwari, Abhishek R.,Bhanage, Bhalchandra M.
, (2019)
This work reports the preparation of nano CuNiFeO and its application in the synthesis of quinolines. The prepared nanocatalyst was characterized using various characterization techniques such as XRD, FEG-SEM, EDX, HR-TEM and XPS. Nano CuNiFeO as a heterogeneous catalyst shows a very high efficiency towards double dehydrogenation tandem cyclization reaction of 2-amionbenzyl alcohol with alcohols resulting into a simple, sustainable and environment friendly synthesis of quinolines. Due to the magnetic property associated with nanocatalyst, it was easily separated from the reaction mixture using external magnet and could be reused up to five cycles. To the best of our knowledge, this is for the first time a heterogenous magnetic CuNiFeO nanocatalyst is being reported for this reaction.
Synthesis of 3-Organoseleno-Substituted Quinolines through Cyclization of 2-Aminophenylprop-1-yn-3-ols Promoted by Iron(III) Chloride with Diorganyl Diselenides
Stein, André Luiz,Rosário, Alisson Rodrigues,Zeni, Gilson
, p. 5640 - 5648 (2015)
We have described the application of iron(III) chloride and diorganyl diselenides as cooperative partners in the cyclization of (2-aminoaryl)-2-ynols for the regioselective synthesis of 3-organoseleno quinolines. The optimized reaction conditions were app
1H and 13C NMR spectral studies of some 2,4-diphenylquinoline derivatives
Osborne, A. G.
, p. 477 - 486 (1983)
The 400 MHz 1H and 14 MHz 13C NMR spectra of a series of 2,4-diphenylquinoline derivatives are presented.The characteristic H-3 and ipso-phenyl carbon signals are the most useful for the identification of these compounds.The effects of a peri-phenyl/methy
Selective Aza Diels-Alder and Domino [4+2]/[2+2] Cycloaddition Reactions of Arynes with N-Sulfonyl Ketimines
Kiran, I. N. Chaithanya,Reddy, R. Santhosh,Lagishetti, Chandraiah,Xu, Huacheng,Wang, Zhen,He, Yun
, p. 1823 - 1832 (2017)
Transition-metal-free inverse electron-demand aza Diels-Alder and domino [4+2]/[2+2] cycloaddition reaction of arynes and N-sulfonyl ketimines has been demonstrated. This novel, mild, and efficient protocol allows rapid access to isothiazole dioxide-fused
NOVEL SYNTHESIS OF 2,4-DIPHENYLQUINOLINES
Nishio, Takehiko,Katahira, Katsuhiro,Omote, Yoshimori
, p. 2825 - 2826 (1980)
2,4-Diphenylquinolines (3) were quantitatively prepared by heating of 3-aryl-4,6-diphenyl-2-oxo-1,3-diazabicyclohex-5-enes (2), which were obtained by photochemical electrocyclization of 1-aryl-4,6-diphenyl-2(1H)-pyrimidin-2-ones (1), in benzene at reflux temperature.
Phenanthrenequinone-Sensitized Photocatalytic Synthesis of Polysubstituted Quinolines from 2-Vinylarylimines
Talvitie, Juulia,Alanko, Iida,Bulatov, Evgeny,Koivula, Juho,P?ll?nen, Topias,Helaja, Juho
supporting information, p. 274 - 278 (2022/01/04)
Visible-light-excited 9,10-phenanthrenequinone (PQ*) was used as a photocatalyst for the synthesis of polysubstituted quinolines via the electrocyclization of 2-vinylarylimines. Up to quantitative yields of 2,4-disubstituted quinolines were received after 1 h of excitation with blue LEDs at room temperature when MgCO3 was used as an additive in DCM. On the basis of experimental and DFT studies, we propose that PQ? induces one-electron oxidation of the imine substrate that triggers the electrocyclization mechanism.
Carbocatalytic Cascade Synthesis of Polysubstituted Quinolines from Aldehydes and 2-Vinyl Anilines
Bulatov, Evgeny,Helaja, Juho,Hu, Tao,Lenarda, Anna,M?kel?, Mikko K.,Malinen, Kiia,Melchionna, Michele,Nieger, Martin,Talvitie, Juulia,Wirtanen, Tom
, p. 3775 - 3782 (2021/07/20)
Oxidized active carbon (oAC) catalyses the formation of polysubstituted quinolines from o-vinyl anilines and aldehydes. The reaction proceeds in a cascade manner through condensation, electrocyclization and dehydrogenation, and gives access to a wide range of quinolines with alkyl and/or aryl substituents as demonstrated with 40 examples. The metal-free catalytic procedure allows a heterogeneous protocol for the synthesis of various polysubstituted quinolines. The mechanistic studies imply that both the acid and quinoidic groups in oAC are integral for the catalytic manifold. (Figure presented.).